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Sulfuryl compound, organic electroluminescence device adopting sulfuryl compound, and preparation method thereof

A technology of electroluminescent devices and compounds, which is applied in the direction of electroluminescent light sources, chemical instruments and methods, and electric solid-state devices, and can solve the problems of device efficiency reduction, hole carrier and electron carrier concentration imbalance, and constraints Organic electroluminescence device efficiency and life, to achieve the effect of improving efficiency and life

Active Publication Date: 2013-07-03
TCL CHINA STAR OPTOELECTRONICS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] One of the keys to improving the efficiency and lifetime of organic electroluminescent devices is the balance of the concentration of hole carriers and electron carriers in the light-emitting layer of the device, but the electron mobility of the existing electron transport materials is about 10-5cm2v-1s -1-10-6cm2v-1s-1, while the hole mobility of the hole transport material is about 10-2cm2v-1s-1-10-3cm2v-1s-1, and the mobility difference of the two functional layer materials is about 1000 times, so that the concentration of hole carriers and electron carriers in the light-emitting layer of the actually prepared device is unbalanced, the recombination region is biased towards the cathode and the excess hole carriers will also quench the excitons in the light-emitting layer, making The efficiency of the device is reduced, which seriously restricts the efficiency and life of the organic electroluminescent device

Method used

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  • Sulfuryl compound, organic electroluminescence device adopting sulfuryl compound, and preparation method thereof
  • Sulfuryl compound, organic electroluminescence device adopting sulfuryl compound, and preparation method thereof
  • Sulfuryl compound, organic electroluminescence device adopting sulfuryl compound, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0055] Preparation of tribromobenzene:

[0056] Pour 10mol of benzene into a 500ml three-neck flask, add 200ml of chloroform and 0.4g of iron powder, stir to dissolve, and ice-bath until the system is about 0°C, avoid light, slowly add 35mol of liquid bromine and 80ml of chloroform to mix solution, reacted at room temperature for 10 hours, and a large amount of yellow-brown solid was precipitated. After the reaction was completed, a saturated aqueous solution of sodium bisulfite was added to remove excess unreacted bromine. The crude product was washed twice with saturated aqueous sodium bisulfite solution, dried, and purified by recrystallization to obtain a light yellow-brown powder.

[0057] Preparation of 1,3,5-triphenylbenzene:

[0058] Add 40mol phenylboronic acid, 10mol tribromobenzene, palladium acetate (30mg) and tricyclohexylphosphine (60mg) into the reaction flask, add 100mL refined toluene, 30mL tetraethylammonium hydroxide aqueous solution (mass fraction 20%) a...

Embodiment 1

[0064] Example 1: Preparation of 2,2',2"-tris(3-pyridyl)trithiofluorene.

[0065] The synthetic route is as follows:

[0066]

[0067] Preparation of tribromobenzene:

[0068] Pour 10mol of benzene into a 500ml three-neck flask, add 200ml of chloroform and 0.4g of iron powder, stir to dissolve, and ice-bath until the system is about 0°C, avoid light, slowly add 35mol of liquid bromine and 80ml of chloroform to mix solution, reacted at room temperature for 10 hours, and a large amount of yellow-brown solid was precipitated. After the reaction was completed, a saturated aqueous solution of sodium bisulfite was added to remove excess unreacted bromine. The crude product was washed twice with saturated aqueous sodium bisulfite solution, dried, and purified by recrystallization to obtain a light yellow-brown powder.

[0069] Preparation of 1,3,5-triphenylbenzene:

[0070] Add 40mol phenylboronic acid, 10mol tribromobenzene, palladium acetate (30mg) and tricyclohexylphosphine...

Embodiment 2

[0077] Example 2: Preparation of 2,2',2"-triphenyltrithiofluorene trisulfide.

[0078] The synthetic route is as follows:

[0079]

[0080]

[0081] Preparation of tribromobenzene:

[0082] Pour 10mol of benzene into a 500ml three-neck flask, add 200ml of chloroform and 0.4g of iron powder, stir to dissolve, and ice-bath until the system is about 0°C, avoid light, slowly add 35mol of liquid bromine and 80ml of chloroform to mix solution, reacted at room temperature for 10 hours, and a large amount of yellow-brown solid was precipitated. After the reaction was completed, a saturated aqueous solution of sodium bisulfite was added to remove excess unreacted bromine. The crude product was washed twice with saturated aqueous sodium bisulfite solution, dried, and purified by recrystallization to obtain a light yellow-brown powder.

[0083] Preparation of 1,3,5-triphenylbenzene:

[0084] Add 40mol phenylboronic acid, 10mol tribromobenzene, palladium acetate (30mg) and tricy...

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Abstract

The invention provides a sulfuryl compound, an organic electroluminescence device adopting the sulfuryl compound, and a preparation method thereof. The structural formula of the sulfuryl compound is shown in the specification), wherein R1, R2 and R3 are alkyl chains, aromatic nucleus groups, heterocyclic groups, -CN or -OCH3 and the like; and R1, R2 and R3 are connected with two positions or three positions of a benzene ring respectively. According to the sulfuryl compound, three sulfur dibenzofuran units are combined together to form a novel sulfuryl compound with the dendrimer structure, which combines electron affinity and electron transmission performance of sulfur dibenzofuran as well as the spatial characteristic of a dendrimer. The sulfuryl compound can be applied to a luminescent layer or an electron transmission layer of the organic electroluminescence device to efficiently improve efficiency and prolong service life of the organic electroluminescence device.

Description

technical field [0001] The invention relates to the field of organic electroluminescence, in particular to an electron transport material. Background technique [0002] Organic electroluminescent (OLED) device is a self-luminous device, which has the advantages of low voltage, wide viewing angle, fast response speed, and good temperature adaptability. It is a new generation of display technology. At present, a few manufacturers have mass-produced OLED panels, and more companies have also entered the stage of R&D and mass production. [0003] The principle of organic electroluminescent devices, under the action of an electric field, holes and electrons are injected from the anode and cathode respectively, pass through the hole injection layer, the hole transport layer and the electron injection layer, and the electron transport layer respectively, and recombine in the light-emitting layer to form an excitation layer. The exciton radiation decays and emits light. [0004] On...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/14C09K11/06H01L51/54H01L51/56
CPCC07D495/14H05B33/20H10K85/6576H10K50/11H10K50/16
Inventor 邹清华
Owner TCL CHINA STAR OPTOELECTRONICS TECH CO LTD